The pilot departed with a known history of brake fluid problems with the left brake cylinder. On landing rollout the airplane started to veer to the right. The pilot applied brakes and rudder. The rudder went to the floor. The pilot experienced a loss of directional control. The left main tire blew out, and the airplane ground looped to the right. The left wing, strut, and tail section collided with the ground. Examination of the runway revealed tire skid marks. Examination of the left brake cylinder revealed signs of previous leakage, and the brake cylinder was empty.